• Point Fortin
  1 - 2
  St. Ann's Rangers

• St. Ann's Rangers
  3 - 1
  Morvant Caledonia United

• North East Stars
  2 - 1
  St. Ann's Rangers

• Phoenix
  4 - 0
  St. Ann's Rangers

• Central FC
  0 - 5
  St. Ann's Rangers

• St. Ann's Rangers
  3 - 0
  Cunupia

• Defence Force
  2 - 0
  St. Ann's Rangers

• St. Ann's Rangers
  2 - 2
  Police

• Prison Service
  1 - 3
  St. Ann's Rangers

• St. Ann's Rangers
  2 - 0
  Club Sando